Hydrochloric Acid → HCID 57810436, compound

HRID 2105938Notes

Reaction equation

HRID 2105938 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:14])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][C:3]=1[C:15]([F:18])([F:17])[F:16].C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][CH2:27][CH2:28][CH3:29].Cl>C(#N)C>[CH2:26]([N:11]1[CH2:10][CH2:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([C:15]([F:16])([F:18])[F:17])[CH:4]=2)([OH:14])[CH2:13][CH2:12]1)[CH2:27][CH2:28][CH3:29]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8002Butyl bromideHCID 11430Potassium CarbonateHCID 23149867HCID 23149867, compound

Product 1

HCID 57810436HCID 57810436, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 2: 4-[4-methyl-3-(trifluoromethyl)phenyl]piperidin-4-ol (0.5 g, 1.93 mmol), acetonitrile (20 ml), potassium carbonate (0.53 g, 3.8 mmol), 1-bromobutane (0.20 ml, 2.1 mmol). Yield: 0.48 g, 79%. The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 197-198° C. MS m/z (relative intensity, 70 eV) 315 (M+, 7), 272 (bp), 254 (48), 181 (38), 169 (25).

Workup

  1. customPreparation
  2. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-5edf95ad2e13435ab05de47fd8bb17bb
Source dataset
uspto-grants-2009_08
Patent number
US07579474B2

Reaction notes

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